• Skip to main content
  • Skip to footer

Chicago Gay Matchmaking

Matchmaking LGBTQ+ Singles

  • Who Are We
  • What We Do
  • The Difference
  • Coaching
  • FAQs
  • Testimonials
  • Start Here!

matchmaker / May 31, 2019

Dating in Your 50s

It doesn’t matter if you are dating for the first time in a while or if you’ve never quite left the dating pool, dating in your 50s is NOT something you should feel discouraged by, in fact, you are at an advantage! All the wisdom and experience you have gained throughout your life will help you in find love and being more mature allows you to be more confident and skip the usual awkwardness that younger people might experience in the dating scene. Overall though, dating in (or over) your 50s is a unique experience that comes with its own challenges. Here are 3 tips from us on successfully dating in your 50s.

1 – Have fun

This is our most important tip for anyone when dating. HAVE FUN. Dating is not a chore, it is an adventure. Use this opportunity to try a restaurant you wanted to visit or to go bowling for the first time. Being overly formal puts a lot of pressure on both of you so make sure you know what kind of date you want to have and don’t be afraid to make it clear what you want to do when you go out.

2 – Intimacy

One of the benefits of mature dating is you have experience with intimacy of all kinds and much of the pressures of youth no longer have the same impact. This is a great time to be clear with what kinds of intimacy you are willing to engage in and have a frank discussion with your partner about your wants, needs, and abilities.

3 – Live a full life

Before you decide to start dating, take inventory of your own life. Get involved in activities you enjoy and have meaningful hobbies you engage in. If you have a vibrant home life, it will show your date that you are self-assured, and an active participant in your life. In dating, 2 halves don’t make a whole, it takes to complete people to make a successful relationship.

Filed Under: Matchmaker's Blog

Footer

Chicago Matchmaker’s Blog

Read Chicago Gay Matchmaker's Blog - be it tips on body language during a date, what's happening in Chicago this week, or great local date spots, our Local LGBT Matchmakers can help!

Thoughts to Ponder

"Relationships include fights, jealously, arguments, tears and disagreements. But a real relationship fights through all that with love. That's why love has to be the foundation if you're looking for a relationship that lasts."

Connect with Us

  • Facebook

Bannockburn Gay Matchmaker | Buffalo Grove Gay Matchmaker | Clarendon Hills Gay Matchmaker | Deerfield Gay Matchmaker | Downers Grove Gay Matchmaker | Elmhurst Gay Matchmaker | Evanston Gay Matchmaker | Glencoe Gay Matchmaker | Grayslake Gay Matchmaker | Green Oaks Gay Matchmaker | Highland Park Gay Matchmaker | Hinsdale Gay Matchmaker | Hodgkins Gay Matchmaker | Itasca Gay Matchmaker | Libertyville Gay Matchmaker | Lincolnshire Gay Matchmaker | Lisle Gay Matchmaker | Naperville Gay Matchmaker | Northbrook Gay Matchmaker | Oak Brook Gay Matchmaker | Oak Park Gay Matchmaker | Schaumburg Gay Matchmaker | South Barrington Gay Matchmaker | Tower Lakes Gay Matchmaker | Vernon Hills Gay Matchmaker | Warrenville Gay Matchmaker | Wheaton Gay Matchmaker | Winfield Gay Matchmaker | Winnetka Gay Matchmaker
Copyright © 2025 · Chicago Gay Matchmaking